Family-friendly vacation rentals in Wollaston

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Wollaston family-friendly rentals

Family-friendly home rentals with a hot tub

Superhost
An outdoor hot tub is situated by a scenic lakeside, surrounded by trees and greenery. Four individuals are enjoying the warm water, with arms raised playfully. The tranquil lake and blue sky create a serene backdrop.
Cottage in Gravenhurst
4.82 out of 5 average rating, 181 reviews

Trenanthia "Cahoots" Cottage: HotTub,Sauna,GamesRm

IcaroRating, 5 stars1 week ago
Christine & Rebecca were very kind and always provided quick and useful answers to all our questions. 5 stars landlord The house is super big, organized and has so many amenities to entertain yourself, no matter how is the weather outside. Would definitely consider to return in a near future for a gateway with my friends.
Guest favorite
A neatly arranged bathroom features a white vanity with a sink, accompanied by toiletries and towels. A glass-enclosed shower, equipped with shelves for products, is positioned beside a wooden dresser. Soft green walls provide a calming backdrop, and a large mirror reflects the space.
Cottage in Dwight
4.99 out of 5 average rating, 123 reviews

Watersedge Lakehouse

CatherineRating, 5 stars2 months ago
My family and I had a wonderful winter stay at Watersedge Lakehouse. The cottage was beautiful, peaceful and comfortable. Our host made sure we had all we needed and was very helpful with instructions on staying at the cottage , checking in and local recommendations. The main living room was a perfect place to gather and have a warm fire while looking out at the water. Rooms were spacious, clean and comfortable. We also enjoyed the hot tub and the outdoor fire plus the deer wandering about. It was a great place for relaxing and making memories.
Guest favorite
A private hot tub, surrounded by a shaded gazebo, features clear, sparkling water with gentle splashes. Natural greenery and trees are visible in the background, highlighting the serene outdoor setting.
Guest suite in Lakefield
4.95 out of 5 average rating, 389 reviews

The Nest in the Forest B&B (Sauna & Hot-tub incl.)

RoseRating, 5 stars2 days ago
Our hosts were amazing to deal with. Quick to respond, helpful and welcoming. We were able to have a relaxed evening, bbq and enjoy the outdoor hot tub. Everything was well set up and ready to enjoy. The included breakfast was a welcome treat and was very well presented with delicious and fresh options. We are looking forward to our next visit.
Guest favorite
Cabin in Tweed
4.89 out of 5 average rating, 89 reviews

Waterfront Cabin on 72 private acres

NikkiRating, 5 stars4 months ago
We had a fantastic stay for a long weekend (birthday) getaway. Nice private location with a view. Enjoyed the hot-tub while watching the first snowfall of the season, wood stove and the well stocked kitchen. Host even left some treats for my pup, which she really enjoyed and was very responsive/helpful. Pros: private location, right on the water, kayak/canoe/hot tub for use, well stocked kitchen, responsive host! Cons: (only 1!) mice! My dog could not stop hunting the cabin throughout our stay lol (she is dedicated, like a cat!) , and we did find some droppings on the dishes in the cupboards, before use. Overall - we had a fantastic time. Thanks so much for a wonderful stay. We hope to be back soon!
Top guest favorite
The exterior of the suite is shown, featuring a multi-story brick and siding building under a clear blue sky. Lush greenery from nearby trees surrounds the patio area, which includes outdoor seating and a barbecue. The design offers a blend of comfortable living and nature.
Guest suite in Lakefield
4.98 out of 5 average rating, 470 reviews

A private Deluxe Suite

VictoriaRating, 5 stars1 week ago
Had a wonderful stay and was able to relax and rejuvenate for a few days. Everything has been thought of and included for a comfortable stay. Really appreciated the jacuzzi tub and sauna. Hope to return in the near future!
Superhost
A serene waterfront view showcases a blue cottage surrounded by lush greenery. A wooden dock extends into the water, with two red chairs positioned nearby. The cottage features a spacious deck and is accessible by a stone pathway leading up from the water.
Cabin in Norland
4.86 out of 5 average rating, 252 reviews

Waterfront Cottage with Hot Tub

MandyRating, 5 stars2 months ago
Michael and Margaret are great hosts. We head up to their place every winter now for a little cottage country escape. They are super responsive and helpful. Their place is warm, cozy, and has a great hot tub under the stars (and under the snow if you’re lucky). We’ll be back again!
Guest favorite
A serene sunset over the lake reflects vibrant hues of orange and gold across the calm water, with soft clouds floating above. The surrounding tree line adds a natural border to this tranquil scene.
Cottage in Highlands East, Haliburton
4.9 out of 5 average rating, 154 reviews

Driftwood Bay

LukeRating, 5 stars2 months ago
My fiancee and I wanted a place where we could experience winter with our 14 month old son. This cottage was perfect. It's on a beautiful, quiet, large piece of property. There was so much snow on the ground but we were still able to enjoy ourselves! There was a massive snow storm coming so unfortunately we had to end our visit early. The inside of the cottage is set up beautifully and has everything you should need. Our son is just learning to walk and had a blast zooming around the main floor. Even though we had to leave early we still enjoyed our stay and would love to check it out again. Luke, Kelce, Grady
Guest favorite
A cozy living area is presented with a dark cushioned sofa and a patterned armchair. A wooden coffee table is centrally placed, complementing the wooden cabinet that houses a television and books. Soft natural light filters through sheer curtains over the window.
Guest suite in Tweed
4.79 out of 5 average rating, 162 reviews

Cabin 2 Bdrm Suite @ Rose Cottage Suites

AshleyRating, 5 stars1 week ago
Beautiful place & area.

Family- and pet-friendly home rentals

Guest favorite
A charming two-story farmhouse showcases a classic design with a green roof and white siding. Large windows with green trim adorn the upper level, while a porch spans the front, providing a welcoming entryway. Surrounding greenery adds to the serene country appeal.
Home in Belleville
4.82 out of 5 average rating, 175 reviews

Charming Farmhouse in the City, Near Wine Country

JeffRating, 5 stars2 weeks ago
The farmhouse was exactly what we needed for a quick "meet in the middle" get-together with our kids that are now living in Ottawa and Toronto. Denise was an excellent host and the farmhouse has absolutely everything, really. It is the most well equipped Airbnb that we have stayed at. Denise was very accommodating as we had left the birthday cake behind and had to return well after our checkout to retrieve it. It was just too bad we only had the one night!
Guest favorite
A sleeping dog is comfortably resting on a cozy bed, surrounded by soft bedding and decorative pillows. A guitar is positioned on a wall-mounted shelf nearby, suggesting a relaxed atmosphere. Curtains drape gently beside the bed, providing a sense of privacy.
Farm stay in Kawartha Lakes
4.85 out of 5 average rating, 110 reviews

GcLittle Tourist Cabin on the Marsh

EllenRating, 5 stars1 month ago
We had a fantastic stay! Beautiful property& great hosts✨ we will for sure be back!
Top guest favorite
The exterior of the home is characterized by a light-colored facade and a peaked roof. A covered porch is supported by white columns, with a vibrant garden of white hydrangeas in full bloom framing the front of the property.
Home in Huntsville
4.96 out of 5 average rating, 135 reviews

The Park House - Century Home, Central Huntsville!

CandaceRating, 5 stars2 months ago
Ryan was a great host and the place was beautiful and located in a great location easy to find. We loved the place and would most definitely stay again if needed.
Superhost
The bright living area showcases modern furnishings, including a dining table with white chairs and a comfortable seating arrangement featuring grey chairs with green cushions. Large windows provide ample natural light, and minimalist decor enhances the open feel of the space.
Loft in Picton
4.9 out of 5 average rating, 199 reviews

Converted Elementary School - Classroom 2 Suite

AliciaRating, 5 stars8 months ago
Such a unique stay! The school was easy to get into and find our classroom (even though we arrived late at night), and we loved falling asleep with the windows open to the sound of crickets. It was exactly like the description, with everything we needed (including coffee creamer, which was a really nice touch!). The beds were comfy, we could not hear the other classroom renters, and everything was clean. It is a quick 10 min walk into the little town, and PECish bakery was divine. It was also nice and close to Sandbanks Provincial Park, with a beautiful 15min drive through the country side. Everyone loved the giant chalkboard! We would definitely stay here again.
Superhost
A lakeside cottage stands among greenery, featuring large windows that provide scenic views. A wooden deck is accessible via a dock, which is lined with smooth stones. Several chairs are positioned on the deck, with a kayak resting nearby, inviting relaxation by the water.
Cottage in Barry's Bay
4.9 out of 5 average rating, 136 reviews

Lakefront House on Negeek Lake

CameronRating, 5 stars8 months ago
This is a beautiful spot, quite private and spacious! We loved the view from the big windows and porches! I hope we can return some time for another enjoyable vacation.
Guest favorite
A neutral-colored sofa is positioned against the wall, adorned with textured pillows in soft tones. Two round stools with wooden legs are placed in front of the sofa on a plush area rug, enhancing the cozy living space. Soft lighting is provided by a nearby lamp.
Apartment in Picton, Prince Edward
4.82 out of 5 average rating, 157 reviews

FREE Sandbanks Pass! WALK to Eat, Drink & Shop!

TaylorRating, 5 stars6 months ago
Our stay at Bill and Denise's place was perfect! The central location to downtown Picton was great, we could walk to the Millennium trail, great local restaurants and hotspots and it was a quick commute to the PEC wine trail and Sandbanks Provincial Park. The unit was clean and cozy and Bill and Debise were great hosts and made recommendations or local things to do. We will be back!
Guest favorite
The serene water reflects the soft hues of dusk, with silhouettes of trees visible along the shoreline. A calm body of water stretches into the distance, creating a peaceful atmosphere as the day transitions to night.
Cabin in South Algonquin
4.87 out of 5 average rating, 110 reviews

Nick's Retreat

KennadyRating, 5 stars6 months ago
Our second stay at Nicks retreat, just as great as the first time! 40 mins drive to Algonquin park, cute bakery and shops in maynooth and a large yard for a full game of football
Top guest favorite
A private outdoor patio is visible, featuring two green lounge chairs and a matching table under a bright umbrella. A potted plant with pink flowers adds a touch of color. Lush greenery surrounds the area, creating a serene environment.
Apartment in Prince Edward
4.93 out of 5 average rating, 241 reviews

Lovin' the County! Perfect location!

GazelleRating, 5 stars6 months ago
Doris was a great host, she made us feel like home and so comfortable specially in thanksgiving time. She was so responsive and answered all our questions, she even let us to check out two hours after normal check out time. Overall very clean, perfect location, nice host and peaceful area, worth every dollar spent. :) would love to go back again with my family this time.

Family-friendly home rentals with a pool

Guest favorite
An open-concept living area displays a cozy sofa and decorative throw pillows. Beyond, a dining space with a wooden table and matching chairs is visible, complemented by a large artwork on the wall. A stylish cabinet holds various decorative items, enhancing the home’s modern design.
Home in Prince Edward
4.97 out of 5 average rating, 34 reviews

Crossroads of the County

GeordieRating, 5 stars7 months ago
Eric and Larissa’s house was perfect for the wedding we attended at the Bright house, the location is perfect for most of what the county has to offer. The home it’s self is perfect every thing you need is there and then some. Bbq to the fire pit and kids play land it’s perfect for! Larissa was very responsive and met every need! Thanks for everything. Maynard family
Guest favorite
The exterior of the rustic cottage showcases a blend of wood siding and large windows, surrounded by lush greenery and colorful flower beds. A spacious gravel driveway leads to the entrance, which features a red door and modern garage. Natural light highlights the inviting façade.
Chalet in Huntsville
4.94 out of 5 average rating, 162 reviews

Luxury Cottage /Chalet, Muskoka Canada

PennyRating, 5 stars1 month ago
We had a wonderful March break week at Mark and Betty's. It's like living in an art gallery! The view was beautiful and a very peaceful and private location. My daughter loved the rooms and toys downstairs and we really appreciated the modern kitchen and fantastic fireplace.
Superhost
A lush garden area is depicted, featuring a small stone pond with a decorative statue overlooking it. Greenery surrounds a cozy garden shed, and various plants thrive along the paths. Subtle landscaping creates an inviting outdoor space set among trees.
Apartment in Peterborough
4.81 out of 5 average rating, 68 reviews

Burleys Garden and Two bedroom Suite

JennaRating, 5 stars3 months ago
Margaret seemed very nice, she left croissants in the kitchen for us to have in the morning. Overall a very cozy spot to stay and we had no issues. One thing I noticed is that there's an adjoining door that connects from her side of the building to ours and I'm not sure if it locks, maybe it does but I didn't see a lock option on my side. Anyway it still felt private and we definitely got what we paid for.
Guest favorite
Home in Prince Edward
4.95 out of 5 average rating, 181 reviews

The Old Stone Farmhouse with Hot Tub & Heated Pool

RonRating, 5 stars2 months ago
Our family of five had a wonderful stay. Very clean and comfortable old stone farmhouse but with modern finishing and amenities. My kids particularly loved the hot tub and we had fun tootling around the local town. Only minutes away from Picton and Bloomfield among others so very convenient location.
Guest favorite
Home in Sebright
5 out of 5 average rating, 35 reviews

All Season Waterfront Retreat with Pool & Hot Tub

AaronRating, 5 stars8 months ago
Gary & Mina were excellent hosts. They greeted us for check in and where very accommodating. Any questions we had were quickly answered via the AirBNB app. The house was full of character and had lots of things to do indoors and outdoors. The kitchen was well stocked with supplies, utensils and kitchen wares. There was a washer/dryer centrally located which was great for towels and the Weber BBQ was in top notch condition. Water toys well maintained (2 kayaks, 1 paddle board, 1 canoe and 1 paddle boat). Pool and hot tub worked great, which was a must for our cottage getaway.
Superhost
A spacious cottage is set amid lush green trees, with well-maintained grass surrounding the property. Parking for several vehicles is available, and a deck extends from the cottage, providing shaded outdoor space to enjoy the natural surroundings.
Cottage in Tweed
4.81 out of 5 average rating, 215 reviews

Beautiful Riverfront Cottage

AbdiRating, 5 stars3 weeks ago
Awesome stay! Scott was easy to communicate with and it was clean and as described
Superhost
Cabin in Bobcaygeon
4.93 out of 5 average rating, 14 reviews

Lakefront-Kawarthas-Beach Playground-Villa 2

YarynaRating, 5 stars7 months ago
wonderful hosts who will help to solve any question in a short time, beautiful and clean accommodation that corresponds to the photo, we will be happy to return here again
Top guest favorite
The exterior of the home is highlighted, showcasing a green facade and red accents. A spacious lawn is framed by lush trees, leading to a fenced area with a pool. Stairs provide access to an upper level, enhancing the outdoor living space.
Home in Dorset
4.95 out of 5 average rating, 158 reviews

8 Acre Wood

MelissaRating, 5 stars7 months ago
We had the most incredible weekend at Monique and Andy’s cottage in Muskoka, celebrating our parents' 40th wedding anniversary. From the moment we arrived, we knew we had made the perfect choice. The cottage itself was immaculate, spacious, and equipped with absolutely everything you could possibly need. The variety of sleeping arrangements made it comfortable for all eight of us, and the multiple entertainment options, including a pool and games, kept us entertained throughout our stay. Monique and Andy went above and beyond to ensure our stay was unforgettable. They left us a thoughtful welcome gift filled with delicious treats, and their responsiveness and helpfulness throughout our trip were unmatched. Their detailed pre-arrival email made planning effortless, providing us with all the information we needed to make the most of our time there. We will definitely be returning! Monique and Andy, thank you for making our parents anniversary get away a little more special. Seeya soon

Quick stats about vacation rentals that are family-friendly in Wollaston

  • Total rentals

    60 properties

  • Nightly prices starting at

    ﺩ.ﺇ367 before taxes and fees

  • Total number of reviews

    2K reviews

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    60 properties include access to wifi

Destinations to explore

  1. Airbnb
  2. Canada
  3. Ontario
  4. Hastings County
  5. Wollaston
  6. Family-friendly rentals